137035-64-4

Basic information

• Product Name: (2S,3S,4S)-4-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-ol
• CAS NO: 137035-64-4
• Molecular Weight: 220.268
• Mol File: 137035-64-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,3S,4S)-4-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4S)-4-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-ol(137035-64-4)
• EPA Substance Registry System: (2S,3S,4S)-4-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-ol(137035-64-4)

Safety Data

• Hazardous Substances Data: 137035-64-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 34819-86-8 3,4-di-O-acetyl-6-deoxy-L-glucal 
• 53657-42-4 L-rhamnal 
• 80483-16-5 L-fucal 

Downstream Products

• 136933-31-8 4-O-(4-O-acetyl-2,3,6-trideoxy-2-iodo-α-L-arabino-hexopyranosyl)-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 79080-88-9 3,4-di-O-benzyl-6-deoxy-α-L-mannopyranose 
• 78161-49-6 3,4-di-O-benzyl-L-rhamnopyranose 
• 136933-33-0 benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-3-azido-2,3,6-trideoxy-α-L-threo-hex-2-enopyranoside 
• 136933-34-1 benzyl 3-azido-(3-O-benzyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)-2,3,6-trideoxy-α-L-threo-hex-2-enopyranoside 
• 106988-71-0 4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 

Relevant articles and documents

MACROCYCLIC PICOLINAMIDES AS FUNGICIDES

The invention relates to macrocyclic picolinamides of Formula I and their use as fungicides.

Approaches to the C-B-A trisaccharide of dihydroaclacinomycin by extending the chain from either side

Selective benzylation of L-fucal (1) under phase-transfer conditions gave the 3- and 4-monoethers 2 and 3, respectively. Two routes, the 'tail' or the 'head' addition are presented, both leading to the target molecule 9, a mimic of the C-B-A trisaccharide component of dihydroaclacinomycin. Addition of glycals 2 and 3, respectively, to the acetylated glycal (7) of amicetose used as glycosyl donor gave the disaccharide glycals 6 and 8. Alternatively, glycosylation of the 4-acetate (4) of 2 with the benzyl hex-2-enopyranoside derivative 10 gave the disaccharide derivative 11. In the first case, the final glycosylation step involves the addition of 10 to disaccharide glycal 8. In the second procedure, the disaccharide alcohol 12 is obtained by O-deacetylation of 11, and serves as the glycosyl acceptor for glycal derivative 7 to give the C-B-A precursor trisaccharide derivative 9. Selective benzylation of L-fucal (1) under phase-transfer conditions gave the 3- and 4-monoethers 2 and 3, respectively. Two routes, the 'tail' or the 'head' addition are presented, both leading to the target molecule 9, a mimic of the C-B-A trisaccharide component of dihydroaclacinomycin. Addition of glycals 2 and 3, respectively, to the acetylated glycal (7) of amicetose used as glycosyl donor gave the disaccharide glycals 6 and 8. Alternatively, glycosylation of the 4-acetate (4) of 2 with the benzyl hex-2-enopyranoside derivative 10 gave the disaccharide derivative 11. In the first case, the final glycosylation step involves the addition of 10 to disaccharide glycal 8. In the second procedure, the disaccharide alcohol 12 is obtained by O-deacetylation of 11, and serves as the glycosyl acceptor for glycal derivative 7 to give the C-B-A precursor trisaccharide derivative 9.